Leone Matteo, Milton Joseph P, Gryko Dorota, Neuville Luc, Masson Géraldine
Institut de Chimie des Substances Naturelles (ICSN) CNRS, Université Paris-Saclay, 1 Avenue de la Terrasse, 91198, Gif-sur-Yvette Cedex, France.
Institute of Organic Chemistry, Polish Academy of Sciences, Kasprzaka 44/52, 01-224, Warsaw, Poland.
Chemistry. 2024 Apr 25;30(24):e202400363. doi: 10.1002/chem.202400363. Epub 2024 Mar 21.
Herein we describe a sustainable and efficient photocatalytic method for the stereoselective radical alkylation of chiral sulfinyl imines. By employing readily available non-prefunctionalized radical precursors and the cost-effective TBADT as a direct HAT photocatalyst, we successfully obtain diverse chiral amines with high yields and excellent diastereoselectivity under mild conditions. This method provides an efficient approach for accessing a diverse array of medicinally relevant compounds, including both natural and synthetic α-amino acids, aryl ethyl amines, and other structural motifs commonly found in approved pharmaceuticals and natural product.
在此，我们描述了一种用于手性亚磺酰亚胺立体选择性自由基烷基化的可持续且高效的光催化方法。通过使用易于获得的未预官能化自由基前体和具有成本效益的TBADT作为直接氢原子转移（HAT）光催化剂，我们在温和条件下成功地以高收率和优异的非对映选择性获得了多种手性胺。该方法为获取一系列与药物相关的化合物提供了一种有效途径，这些化合物包括天然和合成的α-氨基酸、芳基乙胺以及其他在已批准药物和天然产物中常见的结构单元。
